Homes for Sale, Windsor, WI

Located in northern Dane County, real estate in the town of Windsor provides quick access to Interstate 39/90/94, and is a short commute to Madison’s northeast side. The natural beauty of the Yahara River and the Token Creek Conservancy (190 acres of public land) provide a backdrop to the neighborhoods in this quiet Madison suburb. A significant number of properties offer at least a half acre of land. Architectural styles include ranch, prairie/craftsman, contemporary, transitional, and Tudor. For more information on the homes in Windsor, continue with our community profile below.

Curious about other communities to the northeast of Madison? See our DeForest and Sun Prairie community guides.

All Town of Windsor Real Estate Listings

All Town of Windsor Real Estate Listings

99 Properties Found. Page 1 of 17.
Photo of Listing #2026264

L24 Colton Way, Windsor

$1,950,000 - 5 Beds, 4 Baths, 4,850 Sf

MLS® # 2026264, 24 days, Active

Photo of Listing #2026136
Open house

Scheduled Open House Open House Date: 2026-07-18 Open House Time: 11:00-1:00

3306 Colton Way, Windsor

$1,799,900 - 5 Beds, 4 Baths, 4,500 Sf

MLS® # 2026136, 24 days, Active

Photo of Listing #2026428
Open house

Scheduled Open House Open House Date: 2026-07-12 Open House Time: 11:00-1:00

6651 Lucas Lane, Windsor

$1,349,900 - 4 Beds, 4 Baths, 3,792 Sf

MLS® # 2026428, 20 days, Active

Photo of Listing #2026791
Open house

Scheduled Open House Open House Date: 2026-07-12 Open House Time: 1:00-3:00

6653 Morning Dew Lane, Windsor

$1,250,000 - 4 Beds, 3 Baths, 4,022 Sf

MLS® # 2026791, 16 days, Active

Photo of Listing #2008738

Lot 1-2 Gray Rd, Windsor

$1,225,000

MLS® # 2008738, 300 days, Active

Photo of Listing #2016683

6811 Angelica Trail, Windsor

$1,195,000 - 4 Beds, 4 Baths, 3,516 Sf

MLS® # 2016683, 75 days, Active

Just Sold Homes in Windsor, Wisconsin

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
6580 Linden Circle $440,000 2026-07-10 3 2.50 2484 $177
6680 Token Way $630,000 2026-07-07 5 3.00 3038 $207
4431 Meadow Wood Circle $472,000 2026-07-01 4 3.00 2400 $197
3364 Colton Way $1,295,000 2026-07-01 5 3.50 4092 $316
3848 Sunny Wood Drive $437,500 2026-06-30 3 3.00 2493 $175
6788 Bootmaker Way $525,000 2026-06-26 4 3.00 2574 $204
7130 S Hill Road $490,000 2026-06-26 3 2.50 2216 $221
6614 Wolf Hollow Road $540,000 2026-06-26 3 2.50 1915 $282
37.66 Acres Gray Rd & Low Countries Road $1,475,000 2026-06-23 $
3327 Colton Way $1,199,900 2026-06-22 5 3.50 3982 $301
3658 Brandywood Court $1,165,000 2026-06-22 3 3.50 4396 $265
6435 Portage Road $700,000 2026-06-22 2 1.50 1532 $457
L177 Wagners Vineyard Trail $149,000 2026-06-19 $
6655 Royal View Drive $625,000 2026-06-19 3 2.50 2117 $295
#4450 - 4450 Gray Road $305,000 2026-06-19 2 1.50 1368 $223
6396 Hayden Road $950,000 2026-06-12 4 4.50 3389 $280
6658 Prairie Creek Road $636,000 2026-06-12 4 3.00 2842 $224
7776 Us Highway 51 $576,000 2026-06-10 4 3.00 3134 $184
4380 Van Winkle Way $545,000 2026-06-09 4 3.50 2821 $193
6776 Dawn Drive $420,000 2026-06-05 3 2.00 1972 $213

The Windsor WI Real Estate Market

Current Listings

  • With Accepted Offers: 43
  • Without Accepted Offers: 56
  • Total Active Listings: 99
  • % with Accepted Offers: 43%
  • Months of Inventory: 4.5

Sold 07/12/2025 - 07/12/2026

  • Total Sold Listings: 150
  • Highest Sold Price: $2,200,000
  • Lowest Sold Price: $111,350
  • Average Sold Price: $584,048
  • Median Sold Price: $549,900

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo, Multi Family


More about the Town of Windsor, WI

The town of Windsor boasts 19 parks, the 190 acre Token Creek Conservancy, and the Lake Windsor Golf Club, a course open to the public. Take a bike ride along the conservancy’s almost 3 mile bike trail. Use a kayak or canoe and enjoy a trip down the Yahara River. Fish the streams or enjoy footpaths are also available through the parks.  The town’s close proximity to DeForest means the communities share annual activities and festivals, like the Yahara River Fest, which includes a 5K race along the river’s edge.

Town of Windsor Real Estate

Substantial farmland both in and around Windsor gives many neighborhoods a rural feel. The community also includes a wide variety of condominium options. Ranch, prairie/craftsman, and transitional homes are the most common architectural styles found in Windsor. 

Windsor Schools

Windsor properties are zoned to the DeForest Area School District, which includes a 4-year-old Kindergarten program, four elementary schools (one in Windsor), and a middle and high school. A portion of Windsor, including the Migration Path Estates area, is districted to Sun Prairie Area Schools, a district with seven elementary schools, two middle schools (6-7th grades) and a high school.

Looking to get out and tour any of the available homes in Windsor, WI? Contact us 24/7 for prompt and professional real estate services.

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